Synthesis and evaluation of the anti-proliferative activity of diaryl-3-pyrrolin-2-ones and fused analogs.

Autor: Mowery P; Department of Biology, Hobart and William Smith Colleges, Geneva, NY 14456, USA. Electronic address: mowery@hws.edu., Banales Mejia F; Department of Chemistry, Hobart and William Smith Colleges, Geneva, NY 14456, USA., Franceschi CL; Department of Chemistry, Hobart and William Smith Colleges, Geneva, NY 14456, USA., Kean MH; Department of Chemistry, Hobart and William Smith Colleges, Geneva, NY 14456, USA., Kwansare DO; Department of Chemistry, Hobart and William Smith Colleges, Geneva, NY 14456, USA., Lafferty MM; Department of Chemistry, Hobart and William Smith Colleges, Geneva, NY 14456, USA., Neerukonda ND; Department of Biology, Hobart and William Smith Colleges, Geneva, NY 14456, USA., Rolph CE; Department of Biology, Hobart and William Smith Colleges, Geneva, NY 14456, USA; Department of Chemistry, Hobart and William Smith Colleges, Geneva, NY 14456, USA., Truax NJ; Department of Chemistry, Hobart and William Smith Colleges, Geneva, NY 14456, USA., Pelkey ET; Department of Chemistry, Hobart and William Smith Colleges, Geneva, NY 14456, USA. Electronic address: pelkey@hws.edu.
Jazyk: angličtina
Zdroj: Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2017 Jan 15; Vol. 27 (2), pp. 191-195. Date of Electronic Publication: 2016 Nov 25.
DOI: 10.1016/j.bmcl.2016.11.076
Abstrakt: Analogs containing a central 3-pyrrolin-2-one core with different methoxyphenyl and/or indole substituents were prepared and tested for anti-proliferative activity in U-937 cells. The most efficacious analogs were non-rigid, (non-fused) contained methoxyaryl groups located at the 4-position, and contained either methoxyaryl or indole groups located at the 3-position. Both the number of methoxy groups contained in the substituents and the particular location of the indole rings with respect to the lactam carbonyl had significant affects on anti-proliferative activity. This work provides a framework to better understand structure-activity relationships for inducing anti-proliferative activity in diaryl heterocyclic scaffolds.
(Copyright © 2016 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
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